Book Holiday Homes in Cheboygan

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Featured Holiday Homes in Cheboygan

7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!

7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!

Petoskey
With a stay at this vacation home in Petoskey, you'll be within a 10-minute drive of Lake Michigan and Crooked Lake.
7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!
Cozy 4-bedroom house in Harbor Springs! 5 minutes to Nub's Nob & Boyne Highlands

Cozy 4-bedroom house in Harbor Springs! 5 minutes to Nub's Nob & Boyne Highlands

Harbor Springs
With a stay at this vacation home in Harbor Springs, you'll be on a lake, within a 10-minute drive of Lake Michigan and Petoskey State Park.
Cozy 4-bedroom house in Harbor Springs! 5 minutes to Nub's Nob & Boyne Highlands
Spacious and secluded home very close to the major ski resorts!!!

Spacious and secluded home very close to the major ski resorts!!!

Harbor Springs
With a stay at this vacation home in Harbor Springs, you'll be within a 15-minute drive of Lake Michigan and Nub's Nob Ski Area.
Spacious and secluded home very close to the major ski resorts!!!
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Pet-Friendly Harbor Springs Home: Hot Tub + Pool!

Pet-Friendly Harbor Springs Home: Hot Tub + Pool!

Harbor Springs
With a stay at this vacation home in Harbor Springs, you'll be within a 15-minute drive of Lake Michigan and Donald Ross Memorial Golf Course.
Pet-Friendly Harbor Springs Home: Hot Tub + Pool!
One mile from downtown Harbor Springs, close to Boyne Highlands and Nubs Nob

One mile from downtown Harbor Springs, close to Boyne Highlands and Nubs Nob

Harbor Springs
With a stay at this vacation home, you'll be centrally located in Harbor Springs, within a 5-minute drive of Lake Michigan and Andrew J. Blackbird Museum.
One mile from downtown Harbor Springs, close to Boyne Highlands and Nubs Nob
A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room

A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room

Cheboygan
Located in Cheboygan, this vacation home is on the waterfront, a 1-minute drive from Lake Huron and 8 minutes from Cheboygan State Park.
A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room
Lakefront Retreat in Cheboygan

Lakefront Retreat in Cheboygan

2 out of 5
Cheboygan
The price is AU$1,237 per night from 24 Dec to 25 Dec
AU$1,237
includes taxes & fees
24 Dec - 25 Dec
Located in Cheboygan, this vacation home is within a 15-minute drive of Nicholas's Black River Vineyard and Winery and Rippling Rapids Golf Club.
Lakefront Retreat in Cheboygan
Chic Golf Course Escape W/Hottub

Chic Golf Course Escape W/Hottub

2 out of 5
Petoskey
The price is AU$935 per night from 9 Jan to 10 Jan
AU$935
includes taxes & fees
9 Jan - 10 Jan 2025
With a stay at this vacation home in Petoskey, you'll be next to a golf course, within a 5-minute drive of Lake Michigan and Petoskey State Park.
Chic Golf Course Escape W/Hottub
Charming Historic Mackinaw City Cottage

Charming Historic Mackinaw City Cottage

Mackinaw City
With a stay at this vacation home, you'll be centrally located in Mackinaw City, within a 10-minute drive of Lake Michigan and Mackinaw Bridge Museum.
Charming Historic Mackinaw City Cottage
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheboygan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cheboygan vacation homes are the perfect way for you to wing it.

Holiday houses in Cheboygan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cheboygan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cheboygan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cheboygan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cheboygan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cheboygan Holiday Homes essential information

Accommodation
341 Holiday Homes
Lowest Price
AU$144
Highest Price
AU$1,237
Popular accommodation
7 miles to the ski hills! Close to Petoskey & Crooked Lake boat launch. A Gem!, Cozy 4-bedroom house in Harbor Springs! 5 minutes to Nub's Nob & Boyne Highlands, Spacious and secluded home very close to the major ski resorts!!!, Pet-Friendly Harbor Springs Home: Hot Tub + Pool!, One mile from downtown Harbor Springs, close to Boyne Highlands and Nubs Nob, A beautiful log cabin home on Lake Huron, amazing views, hot tub, game room, Lakefront Retreat in Cheboygan, Chic Golf Course Escape W/Hottub, Charming Historic Mackinaw City Cottage

Top trending hotels in Cheboygan

Wifi, lakefront, bike trail access.  Ask about 2 free ferry tickets!!

Wifi, lakefront, bike trail access. Ask about 2 free ferry tickets!!

Cheboygan
With a stay at this apartment in Cheboygan, you'll be on the waterfront, just steps from Lake Huron and a 4-minute drive from Historic Mill Creek Discovery ...
Wifi, lakefront, bike trail access. Ask about 2 free ferry tickets!!
Hamilton Inn Select Beachfront

Hamilton Inn Select Beachfront

3 out of 5
701 S Huron Avenue, Mackinaw City, MI
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 24 Dec to 25 Dec
AU$144
includes taxes & fees
24 Dec - 25 Dec
With a stay at Hamilton Inn Select Beachfront in Mackinaw City, you'll be on the beach, within a 10-minute drive of Lake Michigan and Animal Tracks Adventure ...
Hamilton Inn Select Beachfront
Holiday Inn Express Mackinaw City, an IHG Hotel

Holiday Inn Express Mackinaw City, an IHG Hotel

3 out of 5
364 N Louvingney St, Nwq I-75 & Sinclair Road, Mackinaw City, MI
Fully refundable
The price is AU$145 per night from 31 Dec to 1 Jan
AU$145
includes taxes & fees
31 Dec - 1 Jan 2025
With a stay at Holiday Inn Express Mackinaw City, an IHG Hotel, you'll be centrally located in Mackinaw City, within a 10-minute drive of Lake Michigan and Fort ...
Holiday Inn Express Mackinaw City, an IHG Hotel
Save an average of 15% on thousands of hotels when you're signed in
Mission Point Resort

Mission Point Resort

3.5 out of 5
One Lakeshore Drive, Mackinac Island, MI
When you stay at Mission Point Resort in Mackinac Island, you'll be next to a golf course, just steps from The Greens of Mackinac and 6 minutes by foot from ...
Mission Point Resort
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See all available properties in Cheboygan
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.